HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylacetamide → Ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylacetamide | HCID 31374 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-(2-Aminoethylamino)-5-nitropyridine | HCID 122425 | — |
| Edukt | Ethyl 6-chloro-4-phenylpyridine-3-carboxylate | HCID 22142763 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylate | HCID 22143004 | 70% |
Reaktionsschritte
The crude material above, ethyl 6-chloro-4-phenylpyridine-3-carboxylate (140 mg, 0.56 mmol) was mixed with (2-aminoethyl)(5-nitro(2-pyridyl))amine (408 mg, 2.24 mmol), Hünig's base (390 ul), and DMA (2 ml) for 48 hours at 70-75° C. with stirring under argon. The reaction was followed by TLC and HPLC. When judged complete, the reaction was diluted with EtOAc (100 ml) and washed with sat. aq. NaHCO3 (5×30 ml), brine (30 ml), dried with Na2SO4, filtered, and concentrated under reduced pressure. The yellow solid was purified by column chromatography using 5% MeOH in CH2Cl2 as the eluent. The product was dried overnight in vacuo giving ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylate in 70% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07425557B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-7ad28e6003144e34a8b89ccba300464e |
| Quellennotiz | uspto-grants-2008_09 |